$146 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$441
Santo Domingo
Santo Domingo2 stops$487
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau1 stop$458
Kingston
Kingston1 stop$714
Simpson Bay
Simpson Bay1 stop$651
Providenciales
Providenciales1 stop$599
Port of Spain
Port of Spain1 stop$645
George Town
George Town1 stop$605
Willemstad
Willemstad2 stops$676
St. John's
St. John's2 stops$739
Aguadilla
Aguadilla2 stops$508
Punta Cana
Punta Cana1 stop$441
Santo Domingo
Santo Domingo2 stops$487
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau1 stop$458
Kingston
Kingston1 stop$714
Simpson Bay
Simpson Bay1 stop$651
Providenciales
Providenciales1 stop$599
Port of Spain
Port of Spain1 stop$645
George Town
George Town1 stop$605
Willemstad
Willemstad2 stops$676
St. John's
St. John's2 stops$739
Aguadilla
Aguadilla2 stops$508

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Sun, May 3 - Wed, May 6
American Airlines Logo
6:45 pm - 9:13 am
GSP
-
SJU
14h 28m
1 stop
American Airlines Logo
10:03 am - 6:15 pm
SJU
-
GSP
8h 12m
1 stop
$292American Airlines
Mon, Apr 13 - Thu, Apr 16
Multiple Airlines Logo
5:43 pm - 11:49 am
GSP
-
SJU
18h 06m
1 stop
Multiple Airlines Logo
12:57 pm - 4:53 pm
SJU
-
GSP
27h 56m
1 stop
$294Multiple Airlines
Mon, Apr 13 - Thu, Apr 16
American Airlines Logo
6:45 pm - 9:13 am
GSP
-
SJU
14h 28m
1 stop
American Airlines Logo
10:03 am - 11:59 pm
SJU
-
GSP
13h 56m
1 stop
$296American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
5:12 pm - 4:32 am
GSP
-
SJU
11h 20m
1 stop
American Airlines Logo
10:03 am - 6:15 pm
SJU
-
GSP
8h 12m
1 stop
$297American Airlines
Mon, Apr 13 - Thu, Apr 16
Multiple Airlines Logo
5:43 pm - 11:49 am
GSP
-
SJU
18h 06m
1 stop
Multiple Airlines Logo
3:31 pm - 4:53 pm
SJU
-
GSP
25h 22m
2 stops
$304Multiple Airlines
Mon, Aug 17 - Tue, Aug 25
Delta Logo
6:45 am - 3:34 pm
GSP
-
MBJ
9h 49m
1 stop
Delta Logo
4:59 pm - 11:38 pm
MBJ
-
GSP
5h 39m
1 stop
$352Delta
Fri, May 15 - Tue, May 19
Southwest Logo
6:25 am - 6:30 pm
GSP
-
NAS
12h 05m
2 stops
Southwest Logo
8:45 am - 9:40 pm
NAS
-
GSP
12h 55m
2 stops
$491Southwest
Thu, May 7 - Thu, May 14
United Airlines Logo
6:00 am - 2:10 pm
GSP
-
SDQ
8h 10m
1 stop
United Airlines Logo
1:10 pm - 11:05 pm
SDQ
-
GSP
9h 55m
1 stop
$559United Airlines
Tue, Jul 7 - Sun, Jul 12
Delta Logo
3:00 pm - 12:30 am
GSP
-
STI
9h 30m
1 stop
Delta Logo
8:50 pm - 2:17 pm
STI
-
GSP
17h 27m
1 stop
$569Delta
Wed, Jun 10 - Wed, Jun 17
United Airlines Logo
6:30 am - 4:40 pm
GSP
-
AUA
10h 10m
1 stop
United Airlines Logo
4:30 pm - 9:55 am
AUA
-
GSP
17h 25m
1 stop
$611United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $354, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is May, when tickets cost $415 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $736 and $625 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$146
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8320 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
8.5Crew
Airline reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

2.0 MediocreSreekumar, Mar 2026
FLL - DTW
Read more Delta reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports